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Hotels in Castiglione del Bosco

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Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco Montalcino SI
  • 6 min walk from Castiglion del Bosco Winery
Book a stay at this luxury hotel in Montalcino. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...
9.8/10 Exceptional! (73 reviews)
Wonderful stay

Reviewed on Nov 25, 2025

Rosewood Castiglion del Bosco
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
  • 41 min drive from Castiglion del Bosco Winery
Book a stay at this business-friendly hotel in Siena. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,001 reviews)
It’s very beautiful

Reviewed on Jan 9, 2026

Hotel Athena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
  • 41 min drive from Castiglion del Bosco Winery
Book a stay at this luxury hotel in Siena. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (579 reviews)
Room, bathroom and breakfast were wonderful. WiFi was not great. Lovely location and pretty property.

Reviewed on Jan 27, 2026

Grand Hotel Continental Siena – Starhotels Collezione
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
  • 42 min drive from Castiglion del Bosco Winery
Book a stay at this business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (985 reviews)
The room was spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!

Reviewed on Dec 21, 2025

Hotel Chiusarelli
 Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34 Siena SI
  • 41 min drive from Castiglion del Bosco Winery
Stay at this hotel in Siena. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (759 reviews)
Excellent location, very clear instructions to get into the city for those coming in by car, a warm welcome by the staff, a super comfy bed and a great breakfast, what more could we ask for! All in all a great stay at the Palazzo.

Reviewed on Jan 22, 2026

Palazzo Ravizza
NH Siena

NH Siena

4 out of 5
Piazza La Lizza 1 Siena SI
  • 42 min drive from Castiglion del Bosco Winery
Stay at this hotel in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.2/10 Very Good! (994 reviews)
The staff were excellent. They called taxis and were very courteous, helpful, attentive and professional. I ate dinner at the hotel restaurant and it was only fair.

Reviewed on Nov 13, 2025

NH Siena
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

4 out of 5
Strada di Certosa, 82/86 Siena SI
  • 39 min drive from Castiglion del Bosco Winery
Book a stay at this golf hotel in Siena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.8/10 Exceptional! (184 reviews)
The best in Siena.

Reviewed on Dec 13, 2025

Hotel Certosa Di Maggiano
Hotel Executive

Hotel Executive

4 out of 5
Via Nazareno Orlandi 32 Siena SI
  • 45 min drive from Castiglion del Bosco Winery
Book a stay at this family-friendly hotel in Siena. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (507 reviews)
The staff were super great .Took care of all our needs .Suggested the best winery tour .And the food was terrific .

Reviewed on Nov 2, 2025

Hotel Executive
Borgo Grondaie

Borgo Grondaie

3 out of 5
Strada delle Grondaie, 15 Siena SI
  • 43 min drive from Castiglion del Bosco Winery
Stay at this hotel in Siena. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Porta ...
9.6/10 Exceptional! (442 reviews)
Amazing place, super clean, great staff, beautiful and cozy.

Reviewed on Jan 3, 2026

Borgo Grondaie
Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67 Siena SI
  • 43 min drive from Castiglion del Bosco Winery
Stay at this hotel in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (981 reviews)
Great scrambled eggs and butter! Warm and kind staff!

Reviewed on Dec 29, 2025

Hotel Italia
Villa del Sole Siena

Villa del Sole Siena

Via del Sole 6a Siena SI
  • 41 min drive from Castiglion del Bosco Winery
Book a stay at this business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the helpful staff in our reviews. ...
9.8/10 Exceptional! (620 reviews)
The property is in a great location. The hotel staff is awesome. The room was perfect, we had a great stay and I would highly recommend this hotel.

Reviewed on Jan 10, 2026

Villa del Sole Siena
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26 Pienza SI
  • 27 min drive from Castiglion del Bosco Winery
Stay at this hotel in Pienza. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Chiesa ...
8.6/10 Excellent! (616 reviews)
A little tired, extremely clean, with an amazing staff

Reviewed on Jan 1, 2026

Hotel Relais II Chiostro di Pienza
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in Castiglione del Bosco

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